Synthesis of 2-izoprophyl-5-methylphenylcarboxymethylen tartrate

Reaction of mesitoic acid and triethylacetic acid with sodium hydroxide (aqueous 25% NaOH) in HMPA followed by addition of ethyl iodide (4 equiv) gave the ethyl esters in quantitative yield. In each case the time required for alkylation was less than 5 min at room temperature. The short reaction time, simple procedure, and quantitative yield of this reaction make it a valuable method for preparing ethyl esters [2]. Other solvent systems such as dimethyl sulfoxide and dimethylformamide required the use of longer reaction times. Reaction of sodium thiethylacetate with ethyl iodide at room temperature was only twothirds complete after 5 min in dimethyl sulfoxide and about one-third complete after 15 min in dimethylformamide.

The article presents the results of the study of the reaction of the sodium salt of tartaric acid O-chloracetyl tymole in presence of dimethylformamide and hexamethylphosphoramide (HMPA). The experiments attained the best exposures in the presence of hexamethylphosphoramide (HMPA). The structure of the obtained materials are installed by means of IR- and NMR- spectroscopy.